Journal of Natural Products 最新文献

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Structural Modification of Antifungal Acylphloroglucinols against Cryptococcus Species 隐球菌类抗真菌酰基间苯三酚的结构修饰
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-23 DOI: 10.1021/acs.jnatprod.6c00935
Yumna Saad, Ginson George, Gang Xu, Kashif Shamim, Shabana I. Khan, Ikhlas A. Khan, Xing-Cong Li
{"title":"Structural Modification of Antifungal Acylphloroglucinols against Cryptococcus Species","authors":"Yumna Saad,&nbsp;Ginson George,&nbsp;Gang Xu,&nbsp;Kashif Shamim,&nbsp;Shabana I. Khan,&nbsp;Ikhlas A. Khan,&nbsp;Xing-Cong Li","doi":"10.1021/acs.jnatprod.6c00935","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00935","url":null,"abstract":"<p>A previously reported natural product-derived acylphloroglucinol, 2-methyl-1-(2,4,6-trihydroxy-3-(4-isopropylbenzyl)phenyl)propan-1-one (<strong>1</strong>), exhibited potent in vitro antifungal activity against <em>Cryptococcus</em> species, the causative agents of life-threatening cryptococcosis. To further investigate the structure−activity relationships (SAR) of this scaffold, structural modifications were undertaken through variation of the acyl substituent, diversification of the aromatic side chain, and functionalization of phenolic hydroxyl group, affording 14 analogues (<strong>2</strong>−<strong>15</strong>). Six compounds (<strong>5</strong>, <strong>6</strong>, <strong>8</strong>, <strong>11</strong>, <strong>12</strong>, and <strong>14</strong>) displayed improved or comparable antifungal activity against <em>Cryptococcus neoformans</em> (ATCC 208821 and ATCC 90113) and <em>Cryptococcus gattii</em> (ATCC 32609), with MIC values ranging from 0.8 to 14.3 μM. Among them, compound <strong>12</strong> was the most potent analogue, exhibiting MIC values of 0.8−1.0 μM against <em>C. neoformans</em> and 7.9 μM against <em>C. gattii</em>. SAR analysis indicated that hydrophobic substituents of appropriate size and aromatic character were important determinants of antifungal activity. Compounds <strong>1</strong> and <strong>11</strong> decreased intracellular ATP levels in a dose-dependent manner across all three <em>Cryptococcus</em> strains, suggesting impairment of cellular energy metabolism. Molecular docking studies predicted favorable interactions of compounds <strong>1</strong> and <strong>11</strong> with the <em>Saccharomyces cerevisiae</em> cytochrome <em>bc</em><sub>1</sub> complex (Complex III), indicating that cytochrome <em>bc</em><sub>1</sub> may represent a potential molecular target of this acylphloroglucinol series. These findings identify acylphloroglucinols as a promising class of antifungal leads and provide valuable SAR insights for their further optimization.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"3021–3030"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233517","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chrysanthevelides A−D, the Rearranged 5/5/5 Tricyclic Spiro-Guaianolides and 1, 3-Dioxolane-Containing Nor-Guaianolide Dimers from Chrysanthemum vestitum Target PKM2 to Mediate the Anti-Inflammatory Effect 菊花前庭中重排的5/5/5三环螺-愈创木酚内酯和含1,3 -二氧唑烷的非愈创木酚内酯二聚体A -D靶向PKM2介导抗炎作用
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-10-12 DOI: 10.1021/acs.jnatprod.6c00889
Gui-Min Xue, Xin-Xin Guo, Yan-Jie Li, Hao Feng, Dong-Rong Zhu, Hui Chen, Yan-Jun Sun, Yan-Le Zhi, Guo-Sheng Li, Jin-Feng Xue
{"title":"Chrysanthevelides A−D, the Rearranged 5/5/5 Tricyclic Spiro-Guaianolides and 1, 3-Dioxolane-Containing Nor-Guaianolide Dimers from Chrysanthemum vestitum Target PKM2 to Mediate the Anti-Inflammatory Effect","authors":"Gui-Min Xue,&nbsp;Xin-Xin Guo,&nbsp;Yan-Jie Li,&nbsp;Hao Feng,&nbsp;Dong-Rong Zhu,&nbsp;Hui Chen,&nbsp;Yan-Jun Sun,&nbsp;Yan-Le Zhi,&nbsp;Guo-Sheng Li,&nbsp;Jin-Feng Xue","doi":"10.1021/acs.jnatprod.6c00889","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00889","url":null,"abstract":"<p>Four unprecedented dimeric (<strong>1</strong>−<strong>2</strong>) and monomeric (<strong>3</strong>−<strong>4</strong>) sesquiterpenoids were isolated from the aerial part of <em>Chrysanthemum vestitum</em>. Chrysanthevelides A−B (<strong>1</strong>−<strong>2</strong>) represented the first example of the dimers with a special 1,3-dioxolane nor-guaianolide sesquiterpenoid unit, while chrysanthevelides C−D (<strong>3</strong>−<strong>4</strong>) were two pairs of unprecedented 1,10-seco rearranged 5/5/5 tricyclic spiro-guaianolide sesquiterpenoids. The undescribed structures of <strong>1</strong>−<strong>4,</strong> including their absolute configurations, were determined through spectroscopic techniques combined with DP4+ NMR analysis and ECD calculations. Compound <strong>1</strong> displayed an NO production inhibitory effect with an IC<sub>50</sub> value of 1.62 ± 0.21 μM. Primarily, western blotting and ELISA combined with the RNA-seq results indicated that <strong>1</strong> suppressed downstream-related inflammatory factors (IL-6 and TNF-α) and proteins (COX-2 and iNOS). Mechanistically, the α-methylene-γ-lactone (αMγL) moiety of <strong>1</strong> covalently binds to Cys423 of PKM2, promoting its tetramerization, which in turn regulates the HIF-1α/STAT3 axis and the glycolytic pathway. This ultimately suppressed the expression of inflammatory mediators, thereby achieving its anti-inflammatory function.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2996–3008"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233522","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Salsubstolins A-G, Highly Oxygenated Germacrane-Type Sesquiter‐penoids from Salvia substolonifera and Their Anti-Alzheimer’s Disease Activity 鼠尾草苷A-G:鼠尾草中高氧型德氏型倍半萜类化合物及其抗阿尔茨海默病活性
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-25 DOI: 10.1021/acs.jnatprod.6c00666
Li Liu, Mi-Na Yang, Xin Wang, Miao Zhang, Jia-Min Wang, Hai-Xia Chen, Hong-Fen Jiang, Jie Yang, Zhan-Xin Zhang, Dong-Qing Fei
{"title":"Salsubstolins A-G, Highly Oxygenated Germacrane-Type Sesquiter‐penoids from Salvia substolonifera and Their Anti-Alzheimer’s Disease Activity","authors":"Li Liu,&nbsp;Mi-Na Yang,&nbsp;Xin Wang,&nbsp;Miao Zhang,&nbsp;Jia-Min Wang,&nbsp;Hai-Xia Chen,&nbsp;Hong-Fen Jiang,&nbsp;Jie Yang,&nbsp;Zhan-Xin Zhang,&nbsp;Dong-Qing Fei","doi":"10.1021/acs.jnatprod.6c00666","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00666","url":null,"abstract":"<p>Many species of genus <em>Salvia</em> (Lamiaceae) are important edible spices and medicinal plants with a long history. In this study, seven undescribed germacrane-type sesquiterpenoids, salsubstolins A-G (<strong>1−7</strong>), together with four known sesquiterpenoids (<strong>8−11</strong>), were isolated from the 95% ethanol extract of the whole plants of <em>Salvia substolonifera</em> via bioactivity-guided isolation. Their chemical structures and absolute configurations were confirmed by extensive spectroscopic methods including HRESIMS, IR, NMR, electronic circular dichroism calculations, and single-crystal X-ray diffraction. The anti-Alzheimer’s disease (AD) activity of compounds <strong>1−11</strong> was evaluated using <em>Caernorhabditis elegans</em> AD pathological model. The results showed that both extracts and compound <strong>2</strong> significantly delayed the paralysis of the transgenic <em>C. elegans</em> strain CL4176. Compound <strong>2</strong> was taken as the preferred compound to investigate its molecular mechanism against AD. Further studies showed that <strong>2</strong> significantly reduced the number of Aβ deposition spots and down-regulated the expression of Aβ mRNA. Furthermore, the activation of insulin/insulin-like growth factor signaling-1 (IIS) pathway was observed with <em>daf</em>-16, <em>skn</em>-1 and <em>hsf</em>-1 showing significant upregulation, meanwhile, the expression of <em>vps</em>-34 and <em>bec</em>-1, which are related to autophagy system, were increased. In conclusion, these results suggest that <strong>2</strong> may exert anti-AD effect by inhibiting Aβ deposition through the IIS pathway and autophagy pathway.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2794–2806"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233573","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
First Total Syntheses of Both C10 Epimers of Mycenolide A: Stereochemical Assignment and Reassessment of Its Reported Neuroprotective Activity Mycenolide A两个C10外显体的首次全合成:其已报道的神经保护活性的立体化学分配和重新评估
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-10-02 DOI: 10.1021/acs.jnatprod.6c00836
Jianfei He, Zitong Yu, Cuiyu Xue, Daji Guo, Chen Li, Aipu Liu, Min-Jing Cheng, Jia-Lei Yan, Junyang Liu
{"title":"First Total Syntheses of Both C10 Epimers of Mycenolide A: Stereochemical Assignment and Reassessment of Its Reported Neuroprotective Activity","authors":"Jianfei He,&nbsp;Zitong Yu,&nbsp;Cuiyu Xue,&nbsp;Daji Guo,&nbsp;Chen Li,&nbsp;Aipu Liu,&nbsp;Min-Jing Cheng,&nbsp;Jia-Lei Yan,&nbsp;Junyang Liu","doi":"10.1021/acs.jnatprod.6c00836","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00836","url":null,"abstract":"<p>Mycenolide A, a marine-derived 5-substituted butenolide, possesses a remote C10 quaternary stereocenter whose absolute configuration was previously unassigned. Herein, we report the first stereodivergent total syntheses of both C10-epimers of mycenolide A in only nine steps (longest linear sequence) from readily available chiral pool precursors. Comparative spectroscopic studies demonstrated that conventional <sup>13</sup>C NMR analyses in multiple solvents and optical rotation data were insufficient for unambiguous assignment. However, mixed-sample <sup>13</sup>C NMR experiments in CDCl<sub>3</sub> enabled diagnostic differentiation between the two epimers. Through these studies, the absolute configuration at C10 of the natural product was successfully assigned. Biological reassessment in HT22 hippocampal neurons revealed that neither epimer exhibited significant neuroprotective activity under <span>d</span>-galactose-induced or serum-deprivation conditions. These findings contrast with previous reports in TrkB-overexpressing cell models and suggest that the reported neuroprotective effects of mycenolide A are highly dependent on cellular context and TrkB expression levels.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2897–2905"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233345","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Curvulinic Acid−Clavatol Hybrids and Curvulinic Acid Dimers with Anti-Inflammatory Activity from Penicillium sp. KYS-21 具有抗炎活性的曲霉酸-克拉瓦醇杂交体和曲霉酸二聚体
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-25 DOI: 10.1021/acs.jnatprod.6c00888
Xiang-Yu Liu, Chu-Hong Fang, Ying Li, Zi-Peng Wang, Zhi-Pu Yu, Jin-Hai Yu, Jian-Min Yue
{"title":"Curvulinic Acid−Clavatol Hybrids and Curvulinic Acid Dimers with Anti-Inflammatory Activity from Penicillium sp. KYS-21","authors":"Xiang-Yu Liu,&nbsp;Chu-Hong Fang,&nbsp;Ying Li,&nbsp;Zi-Peng Wang,&nbsp;Zhi-Pu Yu,&nbsp;Jin-Hai Yu,&nbsp;Jian-Min Yue","doi":"10.1021/acs.jnatprod.6c00888","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00888","url":null,"abstract":"<p>A chemical investigation of the fermentation broth of the soil-derived fungus <em>Penicillium</em> sp. KYS-21 led to the isolation of seven previously undescribed polyketide metabolites (<strong>1</strong>−<strong>7</strong>). Among them, penicurclavones A−D (<strong>1</strong>−<strong>4</strong>) represent the first examples of curvulinic acid−clavatol hybrids (CACHs). Penicurclavone A features a unique 6/6/6/6 tetracyclic ring system, while penicurclavones B−D share a distinctive 6/5/5/6 tetracyclic scaffold. Compounds <strong>5</strong>−<strong>7</strong> are characterized as curvulinic acid dimers, with <strong>5</strong> and <strong>6</strong> occurring as racemic mixtures. Heterologous expression of the key polyketide synthases (PKSs) enabled the identification of the biosynthetic gene clusters (BGCs) for curvulinic acid and clavatol, with the curvulinic acid BGC being discovered and characterized for the first time. Among the isolates, (−)-penicurclavone D (<strong>4</strong>) exhibits potent anti-inflammatory activity, with an IC<sub>50</sub> value of 6.46 ± 1.48 μM. Mechanistic studies revealed that compound <strong>4</strong> suppresses the inflammatory response by inhibiting the NF-κB and MAPK signaling pathways, and its <em>in vivo</em> efficacy was further validated using a zebrafish model.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2983–2995"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233440","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Baicalein from Scutellaria baicalensis Allosterically Inhibits TMPRSS2 and Suppresses Coronavirus Entry 黄芩苷变构抑制TMPRSS2及抑制冠状病毒侵入
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-27 DOI: 10.1021/acs.jnatprod.6c00904
Jie Mei, Fan Zhang, Jie Deng, Jiaqi Ding, Huilin Tang, Manqi Zhang, Xiufeng Liu
{"title":"Baicalein from Scutellaria baicalensis Allosterically Inhibits TMPRSS2 and Suppresses Coronavirus Entry","authors":"Jie Mei,&nbsp;Fan Zhang,&nbsp;Jie Deng,&nbsp;Jiaqi Ding,&nbsp;Huilin Tang,&nbsp;Manqi Zhang,&nbsp;Xiufeng Liu","doi":"10.1021/acs.jnatprod.6c00904","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00904","url":null,"abstract":"<p>Transmembrane protease serine 2 (TMPRSS2) is an important host serine protease involved in the activation of viral envelope glycoproteins. To identify natural bioactive constituents that modulate TMPRSS2, we screened extracts from 28 natural product extracts using an affinity-guided ligand fishing approach. Four flavonoids from <em>Scutellaria baicalensis</em> were identified as TMPRSS2-binding compounds, with baicalein exhibiting the strongest inhibitory activity. Enzyme kinetic analysis revealed that baicalein inhibits TMPRSS2 through a non-competitive mechanism. Surface plasmon resonance and multiple spectroscopic analyses confirmed that baicalein directly binds to TMPRSS2 and induces conformational changes in the enzyme. Molecular docking combined with site-directed mutagenesis suggested a putative allosteric site involving residues Q276, N277, H307 and G323. Baicalein also inhibited the entry of multiple coronavirus pseudoviruses in TMPRSS2-expressing cells. These findings demonstrate that baicalein inhibits TMPRSS2 through a putative allosteric site, highlighting plant-derived flavonoids as potential inhibitors of host protease-mediated viral entry.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"3009–3020"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233444","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Correction to “Nucleoside Analog Natural Products: Over a Decade of Advances in Isolation, Biological Activity, and Synthesis” 对“核苷类似物天然产物:十多年来在分离、生物活性和合成方面的进展”的更正
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-18 DOI: 10.1021/acs.jnatprod.6c00882
Malvika Raj, Sabrina Y. Harada, Emma K. Davison
{"title":"Correction to “Nucleoside Analog Natural Products: Over a Decade of Advances in Isolation, Biological Activity, and Synthesis”","authors":"Malvika Raj,&nbsp;Sabrina Y. Harada,&nbsp;Emma K. Davison","doi":"10.1021/acs.jnatprod.6c00882","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00882","url":null,"abstract":"","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"3078–3078"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233432","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Furanone-Type Constituents from Aerial Parts of Fissistigma wallichii and Their Anti-rheumatoid Arthritis Activity 黄连地上部位呋喃酮类成分及其抗类风湿关节炎活性研究
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-25 DOI: 10.1021/acs.jnatprod.6c00869
Zongwen Yao, Yanlin Liu, Zhijun Liu, Ting Zhang, Min Hu, Ganggang Zhou, Guowei Wang
{"title":"Furanone-Type Constituents from Aerial Parts of Fissistigma wallichii and Their Anti-rheumatoid Arthritis Activity","authors":"Zongwen Yao,&nbsp;Yanlin Liu,&nbsp;Zhijun Liu,&nbsp;Ting Zhang,&nbsp;Min Hu,&nbsp;Ganggang Zhou,&nbsp;Guowei Wang","doi":"10.1021/acs.jnatprod.6c00869","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00869","url":null,"abstract":"<p>Most plants of the <em>Fissistigma</em> genus are used in folk medicine for treating rheumatoid arthritis and related diseases such as osteoarthritis. However, the chemical constituents and pharmacological effects of <em>Fissistigma wallichii</em> (Hook. f. &amp; Thomson) Merr. (Annonaceae) have not been studied yet. In this study, seventeen furanone-type metabolites (<strong>1−17</strong>) were isolated from <em>F. wallichii</em>. Among them, sixteen undescribed metabolites were characterized by HRESIMS, NMR data, ECD calculations, and <sup>13</sup>C NMR calculations with DP4+ probability analyses. Right-handed (+) optical rotations were recorded when the absolute configuration of C-4 on the <em>α</em>,β-unsaturated γ-butyrolactone ring was <em>R</em>, and left-handed (−) optical rotations when it was <em>S</em>. Compounds <strong>1−4</strong>, <strong>6−8</strong>, <strong>10</strong>, <strong>12</strong>, and <strong>16−17</strong> exhibited proliferation inhibitory activity on SW982 cells induced by IL-1β, and compounds <strong>1</strong>, <strong>2</strong>, <strong>6</strong>, <strong>7</strong>, and <strong>16</strong> effectively downregulated the mRNA levels of inflammatory factors TNF-<em>α</em>, IL-1β and IL-6. Preliminary structure−activity relationships (SARs) of those isolates were also discussed. Furthermore, the anti-rheumatoid arthritis activity of compound <strong>1</strong> was evaluated in vivo using a collagen-induced arthritis (CIA) rat model. At 15 mg/kg, compound <strong>1</strong> significantly reduced paw swelling and the arthritis index and ameliorated histopathological changes in the ankle joints of CIA rats.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2947–2960"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233430","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Complementary Orthogonal Approaches for Metabolite Profiling of Chamaelirium luteum (False Unicorn) Root Preparations and Commercial Products 黄黄chamaelium(假独角兽)根制剂和商业产品代谢物分析的互补正交法
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-27 DOI: 10.1021/acs.jnatprod.6c00810
Sarah A. Barr, Wilmer H. Perera, Wendy K. Strangman
{"title":"Complementary Orthogonal Approaches for Metabolite Profiling of Chamaelirium luteum (False Unicorn) Root Preparations and Commercial Products","authors":"Sarah A. Barr,&nbsp;Wilmer H. Perera,&nbsp;Wendy K. Strangman","doi":"10.1021/acs.jnatprod.6c00810","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00810","url":null,"abstract":"<p><em>Chamaelirium luteum</em> (L.) A. Gray (Melanthiaceae), commonly known as false unicorn, is a North American medicinal herb traditionally used for women’s reproductive health. Its major bioactive constituents are open-chain steroidal saponins, a structurally distinctive compound subclass whose increased conformational flexibility may confer bioactivities distinct from common steroidal saponin scaffolds. Because <em>C. luteum</em> is slow-growing and primarily wild-harvested, it faces conservation concerns. Although individual metabolites, including chamaelirosides A (<strong>1</strong>) and B (<strong>2</strong>), have been characterized, commercial reference standards and extract-level authentication methods are lacking. To address this need, we developed complementary orthogonal analytical approaches integrating high-performance thin-layer chromatography (HPTLC) chemometric profiling with untargeted liquid chromatography−mass spectrometry (LC-MS) metabolomics and molecular networking. HPTLC band extraction coupled with LC-MS and nuclear magnetic resonance (NMR) enabled rapid structural verification of marker compounds while reducing analysis time and resource requirements. The workflow established robust phytochemical profiles for authenticated <em>C. luteum</em> materials and was subsequently applied to purchased commercial formulations. The majority of products lacked characteristic <em>C. luteum</em> profiles, highlighting species substitution and adulteration. The generalizable workflow and reference data presented here provide a practical framework for phytochemical characterization of botanicals containing open-chain steroidal saponins and, more broadly, for other taxa lacking authenticated reference materials.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2873–2886"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233442","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Targeted Discovery of Unknown Eremophilane Sesquiterpenes Guided by the Characteristic Post-Modification Colocalization Strategy 基于特征性修饰后共定位策略的未知芥子气倍半萜靶向发现
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-25 DOI: 10.1021/acs.jnatprod.6c00775
Qinglin Zhang, Zian Wang, Huixue Ma, Chuanteng Ma, Fuhao Liu, Xingtao Ren, Qian Che, Tianjiao Zhu, Guojian Zhang, Wenxue Wang, Dehai Li
{"title":"Targeted Discovery of Unknown Eremophilane Sesquiterpenes Guided by the Characteristic Post-Modification Colocalization Strategy","authors":"Qinglin Zhang,&nbsp;Zian Wang,&nbsp;Huixue Ma,&nbsp;Chuanteng Ma,&nbsp;Fuhao Liu,&nbsp;Xingtao Ren,&nbsp;Qian Che,&nbsp;Tianjiao Zhu,&nbsp;Guojian Zhang,&nbsp;Wenxue Wang,&nbsp;Dehai Li","doi":"10.1021/acs.jnatprod.6c00775","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00775","url":null,"abstract":"<p>PR-toxin and Sporogen-AO1 have garnered widespread interest, and their structural divergence is attributed to two distinctive sets of tailoring enzymes. Despite recent elucidation of their respective biosynthetic pathways, these two distinctive tailoring cassettes can only operate independently within natural hosts. Based on the Characteristic Post-Modification Colocalization genome mining strategy, this study reports the first discovery of a new class of biosynthetic gene clusters with merged characteristic post-modifications. Furthermore, heterologous expression of <em>pbe</em> gene cluster, led to the production of seven new eremophilane-type sesquiterpenoids (<strong>1−7</strong>). Notably, compound <strong>1</strong> represents the first occurring eremophilane-type sesquiterpene bearing both 1,2-epoxy and 6,7-epoxy moieties. In bioassays, compounds <strong>3</strong> and <strong>8</strong> exhibited significant cytotoxicity against the K562 cell line, with IC<sub>50</sub> values of 10.93 μM and 1.03 μM, respectively. Taken together, this research offers an innovative method for the directed discovery of natural products.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2846–2854"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233580","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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